Fungicidal amides

1. A compound selected from Formula 1, N-oxides and salts thereof,

wherein

A is a radical selected from the group consisting of

Z is O or S;

R 1 is C 3 -C 5 cycloalkyl; or a 4- to 6-membered ring containing ring members selected from carbon atoms, 1 O atom and 1 S atom;

R 2a and R 2b are each independently H, halogen, C 1 -C 2 alkyl or C 1 -C 2 haloalkyl; or

R 2a and R 2b are taken together as C 2 -C 5 alkanediyl;

G is phenyl, pyridinyl, pyridazinyl or pyrazinyl, each substituted with Q meta or para to the —C(R 2a )R 2b — radical, and optionally substituted with up to 3 substituents selected from R 3 ;

R 3 is halogen, nitro, cyano, C 1 -C 5 alkyl, C 1 -C 5 haloalkyl, C 1 -C 5 alkoxy, C 1 -C 5 haloalkoxy, C 2 -C 5 alkoxyalkyl, C 3 -C 5 cycloalkyl, C 2 -C 5 alkoxycarbonyl or C 3 -C 12 trialkylsilyl;

R 4 is halogen, C 1 -C 3 alkyl or C 1 -C 3 haloalkyl;

R 5 is H, halogen, C 1 -C 3 alkyl or C 1 -C 3 haloalkyl;

R 6 is C 1 -C 2 alkyl;

R 7 is halogen, C 1 -C 3 alkyl or C 1 -C 3 haloalkyl;

R 8 is H, C 1 -C 2 alkyl or C 1 -C 2 haloalkyl;

R 9 is halogen, C 1 -C 3 alkyl or C 1 -C 3 haloalkyl;

R 10 is halogen, C 1 -C 3 alkyl or C 1 -C 3 haloalkyl;

Q is selected from

and

wherein

R 12 is bonded to a ring member distal relative to the ring member connecting the Q ring to the remainder of Formula 1, and independently selected from R 12c on carbon atom ring members and R 12n on nitrogen atom ring members;

each R 13 is independently selected from R 13c on carbon atom ring members and R 13n on nitrogen atom ring members;

each x is independently 0 or 1;

each y is independently 0, 1 or 2;

each R 12c is independently halogen, cyano, C 1 -C 2 alkyl, C 1 -C 2 haloalkyl, C 1 -C 2 alkoxy or C 1 -C 2 haloalkoxy;

each R 12n is independently C 1 -C 2 alkyl or C 1 -C 2 haloalkyl;

each R 13c is independently halogen, C 1 -C 2 alkyl, C 1 -C 2 haloalkyl or C 1 -C 2 alkoxy; and

each R 13n is independently C 1 -C 2 alkyl or C 1 -C 2 haloalkyl.

2. A compound of claim 1 wherein:

Z is O;

R 1 is C 3 -C 4 cycloalkyl; or a 4- to 5-membered ring containing ring members selected from carbon atoms, 1O atom and 1S atom;

R 2a is H, CH 3 , CF 3 or CHF 2 ;

R 2b is H or CH 3 ; or

R 2a and R 2b are taken together as C 2 or C 3 alkanediyl;

G is phenyl or pyridinyl substituted with Q meta or para to the —C(R 2a )R 2b — radical, and optionally substituted with up to 2 substituents selected from R 3 ;

R 3 halogen, cyano, C 1 -C 5 alkyl, C 1 -C 5 haloalkyl, C 1 -C 5 alkoxy, C 1 -C 5 haloalkoxy, C 2 -C 5 alkoxyalkyl or C 3 -C 5 cycloalkyl;

R 4 is halogen, C 1 -C 2 alkyl or C 1 -C 2 haloalkyl;

R 5 is H, halogen, C 1 -C 2 alkyl or C 1 -C 2 haloalkyl;

R 6 is CH 3 ;

R 7 is halogen, C 1 -C 2 alkyl or C 1 -C 2 haloalkyl;

R 8 is H or CH 3 ;

R 9 is halogen, C 1 -C 2 alkyl or C 1 -C 2 haloalkyl; and

R 10 is F, Cl, Br, CH 3 , CHF 2 or CF 3 .

3. A compound of claim 2 wherein:

R 1 is cyclopropyl; or a 4-membered ring containing ring members selected from carbon atoms, 1O atom and 1S atom;

R 2b is H; or

R 2a and R 2b are taken together as C 2 alkanediyl;

G is phenyl or pyridinyl substituted with Q meta or para to the —C(R 2a )R 2b — radical, and optionally substituted with 1 substituent selected from R 3 ;

R 3 is halogen, CH 3 , CF 3 , CHF 2 , OCH 3 , OCF 3 , CH 2 CH 2 OCH 3 or cyclopropyl;

R 4 is halogen, CH 3 or C 1 haloalkyl;

R 5 is H, F, Cl, Br, CH 3 , CHF 2 or CF 3 ;

R 7 is halogen, CH 3 or C 1 haloalkyl;

R 9 is F, Cl, Br, CHF 2 or CF 3 ;

R 12c is independently halogen, CH 3 or C 1 haloalkyl;

R 12n is C 1 -C 2 alkyl;

each R 13c is independently halogen, CH 3 or C 1 haloalkyl; and

each R 13n is C 1 -C 2 alkyl.

4. A compound of claim 3 wherein:

A is selected from the group consisting of A-1, A-2 and A-3;

R 1 is cyclopropyl, 3-oxetanyl or 3-thietanyl;

G is phenyl substituted with Q meta or para to the —C(R 2a )R 2b — radical, and optionally substituted with 1 substituent selected from R 3 ;

R 3 is Cl, Br, CH 3 , CF 3 , CHF 2 , OCH 3 or cyclopropyl;

R 4 is F, Cl, Br, CH 3 , CHF 2 or CF 3 ;

R 5 is F or Cl;

R 7 is F, Cl, Br, CH 3 , CHF 2 or CF 3 ;

R 9 is F, Cl, Br, CHF 2 or CF 3 ;

each R 12c is independently F, Cl, Br, CH 3 , CHF 2 or CF 3 ;

each R 12n is CH 3 ;

each R 13c is independently F, Cl, Br, CH 3 , CHF 2 or CF 3 ; and

each R 13n is CH 3 .

5. A compound of claim 2 wherein:

A is selected from the group consisting of A-1 and A-2;

R 1 is cyclopropyl;

G is phenyl substituted with Q para to the —C(R 2a )R 2b — radical;

R 4 is CHF 2 ; and

R 12c is CF 3 .

6. A compound of claim 3 wherein:

A is A-1;

R 1 is cyclopropyl;

G is pyridinyl substituted with Q meta or para to the —C(R 2a )R 2b — radical, and optionally substituted with 1 substituent selected from R 3 ;

R 3 is Cl;

R 4 is CHF 2 ;

Q is

and

R 12c is CF 3 .

7. A compound of claim 1 which is selected from the group consisting of:

N-[[2-chloro-4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl]methyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide; and

N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-N-[[3-[3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl]methyl]-1H-pyrazole-4-carboxamide.

8. A fungicidal composition comprising (a) a compound of claim 1 ; and (b) at least one fungicide.

9. A fungicidal composition comprising (a) a compound of claim 1 ; and (b) at least one additional component selected from the group consisting of surfactants, solid diluents and liquid diluents.

10. A method for controlling plant diseases caused by fungal plant pathogens comprising applying to the plant or portion thereof, or to the plant seed, a fungicidally effective amount of a compound of claim 1 .

11. A compound of Formula 1 in claim 1 wherein A is A-1, Z is O, R 1 is cyclopropyl, R 2b is H, R 4 is CHF 2 , R 6 is CH 3 ; and

R 5 , R 2a , G, (R 3 ) n and Q are

R 5

R 2a

G

(R 3 ) n

Q

H

CH 3

G-2a

H

3-CF 3 -1H-pyrazol-1-yl

H

H

G-2a

H

3-CF 3 -1H-pyrazol-1-yl

F

H

G-1b

H

3-CF 3 -1H-pyrazol-1-yl

H

H

G-2b

H

3-CF 3 -1H-pyrazol-1-yl

H

H

G-2b

H

3-Cl-1H-pyrazol-1-yl

H

H

G-2b

H

4-Cl-1H-pyrazol-1-yl

H

H

G-2b

H

1H-pyrazol-1-yl

H

H

G-1b

H

3-CF 3 -1H pyrazol-1-yl

H

H

G-1a

2-C1

4-Br-1H-pyrazol-1-yl

H

H

G-1a

2-C1

3-CF 3 -1H-pyrazol-1-yl

F

H

G-1a

2-C1

3-CF 3 -1H-pyrazol-1-yl